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Ethanol → Ethyl 2-(2-chlorophenyl)acetate

HRID 1868853
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HRID 1868853 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=[O:10].[CH3:12][CH2:13]O.OS(O)(=O)=O>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]
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참가 물질

4

반응물 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 17124o-Chlorophenylacetic acid

생성물 1

HCID 10081468Ethyl 2-(2-chlorophenyl)acetate수율 96.3%

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온도
90 °C

실험 절차

A solution of 2-chlorophenylacetic acid (10.12 g, 59.3 mmol) in EtOH (150 mL, 2576 mmol) in a 500 mL round bottom flask was treated with concentrated H2SO4 (0.700 mL, 8.28 mmol) and heated at 90° C. for 16 hours. The solution was concentrated in vacuo, diluted with 1N NaOH(aq) (200 mL), and extracted with EtOAc (2×200 mL). The combined organic layers were washed with 1N NaOH(aq) (200 mL), water (100 mL), and brine (100 mL). The organic layer was dried over MgSO4, concentrated, and dried in vacuo to give ethyl 2-(2-chlorophenyl)acetate (11.344 g). MS m/e=217 (M+H)+.

후처리

  1. concentrationThe solution was concentrated in vacuo
  2. additiondiluted with 1N NaOH(aq) (200 mL)
  3. extractionextracted with EtOAc (2×200 mL)
  4. washThe combined organic layers were washed with 1N NaOH(aq) (200 mL), water (100 mL), and brine (100 mL)
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-07db39e73347461c87daf4475d2e0216
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07635715B2

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